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391743

2-甲基-1-茚酮

Name: 2-甲基-1-茚酮
Brand: ALDRICH

99%

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经验公式（希尔记法）:

C₁₀H₁₀O

CAS号:

17496-14-9

分子量:

146.19

MDL编号:

MFCD00192303

PubChem化学物质编号:

24864399

NACRES:

NA.22

检测方案

99%

形式

liquid

折射率

n20/D 1.555 (lit.)

bp

93-95 °C/4 mmHg (lit.)

密度

1.064 g/mL at 25 °C (lit.)

SMILES字符串

CC1Cc2ccccc2C1=O

InChI

1S/C10H10O/c1-7-6-8-4-2-3-5-9(8)10(7)11/h2-5,7H,6H2,1H3

InChI key

BEKNOGMQVKBMQN-UHFFFAOYSA-N

一般描述

2-Methyl-1-indanone, a α-benzocycloalkenone, is a derivative of 1-indanone. Its synthesis has been reported. The enzymatic dynamic kinetic resolution (DKR) of racemic 2-methyl-1-indanone has been studied. The asymmetric α-arylation and hydroxymethylation of 2-methyl-1-indanone has been reported. It participated in the synthesis of 2-methyl-6-carboxyazulene.

应用

2-Methyl-1-indanone may be used as a starting material in the synthesis of β-benzocycloalkenone. It may be used in the synthesis of the following:

cyclohex-2-en-1-yl 2-methyl-1H-inden-3-yl carbonate
2-hydroxy-2-methyl-1-indanone
O-alkoxycarbonylation of lithium enolates

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves

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T1503

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1000309185

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On the decarboxylation of 2-methyl-1-tetralone-2-carboxylic acid-oxidation of the enol intermediate by triplet oxygen.

Riahi A, et al.

New. J. Chem., 37(8), 2245-2249 (2013)

Nickel-catalyzed asymmetric α-arylation and heteroarylation of ketones with chloroarenes: effect of halide on selectivity, oxidation state, and room-temperature reactions.

Shaozhong Ge et al.

Journal of the American Chemical Society, 133(41), 16330-16333 (2011-09-16)

We report the α-arylation of ketones with a range of aryl chlorides with enantioselectivities from 90 to 99% ee catalyzed by the combination of Ni(COD)(2) and (R)-BINAP and the coupling of ketones with a range of heteroaryl chlorides with enantioselectivities

Application of [hydroxy(tosyloxy)iodo]benzene in the Wittig-ring expansion sequence for the synthesis of beta-benzocyclo-alkenones from alpha-benzocycloalkenones.

Michael W Justik et al.

Molecules (Basel, Switzerland), 10(1), 217-225 (2007-11-17)

The conversion of alpha-benzocycloalkenones to homologous beta-benzocyclo-alkenones containing six, seven and eight-membered rings is reported. This was accomplished via a Wittig olefination-oxidative rearrangement sequence using[hydroxy(tosyloxy)iodo]-benzene (HTIB) is the oxidant, that enables the synthesis of regioisomeric pairs of methyl-substituted beta-benzocycloalkenones. The

Cyclophanes. 9. anti-[2.2](2, 6) Azulenophane. Synthesis and charge-transfer interaction.

Luhowy R and Keehn PM.

Journal of the American Chemical Society, 99(11), 3797-3805 (1977)

Structural effects in the Pd-induced enantioselective deprotection-decarboxylation of β-ketoesters.

Kukula P, et al.

Tetrahedron Asymmetry, 18(24), 2859-2868 (2007)

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